Casually elegant stone & clapboard ranch on stunning property in most desirable West Redding. Park-like setting w/extensive flowering gardens, specimen trees, stone walls, stone patios, & inviting covered pergola seating area. This sophisticated home beckons w/glass breezeway between the 2 car garage w/cheery cupola & the main home w/fieldstone foundation, chimney, & cladding. Generous proportions & open flow including 1,373 sf on the main level plus 735 sf in the walk-out lower level w/total 2-3 BRs & 2 full baths. The heart of this home is the large living room w/custom built-ins & stone fireplace w/wood burning stove insert. The DR, open from the LR for ease of entertaining, features wide board floors & custom built-in shelving/lower cabinets flanking a large picture window. The main floor also features the bright white kitchen w/open shelves, S/S appliances, pantry & views to the stone patio/gardens. The bedroom wing offers one large BR w/multiple closets; 2nd BR w/built-in shelving, currently used as a den; plus the hall bath w/updated vanity & tub/shower. The walk-out lower level has been completely updated to create flexible living space including a family room w/2nd fieldstone fireplace; optional primary suite or guest bedroom w/French door to the stone patio; & full bath featuring glass basin sink & deep soaking tub. Many updates including exterior repainted & brand new roof (2025). Top location in sought after Redding, the "VT of CT," yet just 61 miles to Midtown.
Old Redding charm meets elevated modern living at this exceptional gated Contemporary Colonial offering over 4,700 SF plus approximately 1,800 SF of finished walk-out lower level. Set behind stately iron gates and stone pillars, a private drive leads to a dramatic marble foyer and grand staircase. The custom Clark Construction kitchen, enhanced in 2023, features dual full-size Thermador ovens, Sub-Zero refrigerator, quartz countertops, expansive island, and butler's pantry with additional Sub-Zero, opening to a sun-filled great room w/stone fireplace and wall of windows overlooking private, level grounds. Seamless indoor-outdoor living extends to an expansive deck surrounded by mature landscaping and stone walls. The main level includes a flexible private office suite with multiple entrances, sitting area, bedroom, and full bath, ideal for guests or multigenerational living. Upstairs, the primary suite offers a sitting area, dual-sided fireplace, automated blackout shades, 2 walk-in closets, and spa bath w/steam shower and soaking tub. A secondary suite and 2 additional bedrooms with Jack-and-Jill bath complete the upper level. The walk-out lower level features gym, theater, billiards, and studio space. Notable upgrades include a 26kW generator, new roof (2024), updated HVAC (2025), EV charging, and fully integrated smart home system. Moments to Joel Barlow High School with convenient commuter access, this property offers refined country living with modern luxury.
Perched at the crest of Redding Ridge on a lane shared by only five homes, this beautifully restored Cape occupies a truly commanding position. The property encompasses an entire side of South Lane, framed by original stone walls and mature trees that provide a sense of established privacy. In a region known for its rolling terrain, this home offers the rare luxury of an entirely usable, "pancake-flat" lot, providing the perfect vantage point for unobstructed views of both the sunrise and the sunset. The interior of the residence preserves its classic New England charm while embracing a modern, open-concept flow. Original wood-beamed ceilings and hardwood floors run throughout, lending an air of historic authenticity. The heart of the home is a sweeping living room anchored by a large central fireplace, flanked by thoughtful built-ins. For those who love to host, the formal dining room and renovated spaces make this house a true entertainer's delight, with practical upgrades like central air and main-floor laundry. The living space extends gracefully outdoors through an enclosed three-season porch, which serves as a bright transition to the backyard. This porch leads directly to a raised flagstone deck which offers peaceful views of the level grounds. With three generous bedrooms, two fully renovated baths, and a separate two-car garage, this home offers a timeless ridge-top lifestyle that is as functional as it is picturesque.
Custom-built in 2004 and meticulously maintained, this 2.18-acre home offers a true escape from the everyday. Surrounded by perennial gardens, stone walls, and specimen trees, the grounds are anchored by a stunning stone patio-your own private sanctuary for quiet mornings or lively entertaining. Inside, discover 3,669 square feet of sun-drenched living space featuring 11 rooms, 4 bedrooms, and 2.5 baths. The first floor boasts an effortless layout, including a private library/office, formal living and dining rooms, and a gourmet kitchen with new appliances. The kitchen's center island and breakfast area transition seamlessly into the family room, where a gas fireplace creates a cozy focal point. And did we mention the four-season sunroom, with views of the expansive lawn and patio? The second level is home to a luxurious primary suite featuring a spa-like bath with a soaking tub, oversized glass shower, and double walk-in closets. Three additional spacious bedrooms provide plenty of room for family or guests. Notably, the property features a 5-bedroom septic system, offering potential for future expansion. Added features include a 3-car garage, 9-foot ceilings, custom millwork, cooper roof overhangs, expansive unfinished basement (imagine the potential), and an irrigation system. Located across the street from Huntington State Park, you have access to over 1,000 acres of trails and scenic ponds. The home is also centrally located to NYC (car or train) and down county.
Completely reimagined from top to bottom, this beautifully renovated Redding residence offers the comfort, efficiency, and peace of mind of a newly built home. Every major system and finish has been replaced, including a brand-new roof, siding, windows, doors, plumbing, electrical, and a new central A/C and heating system, ensuring modern performance and long-term reliability. Inside, the home features 3 bedrooms, 2 full bathrooms, and 2 half bathrooms, with thoughtfully designed spaces that balance everyday comfort with elegant living. Two working fireplaces create warm and inviting focal points, perfect for relaxing or entertaining throughout the seasons. The fully redesigned kitchen showcases modern finishes and brand-new appliances, seamlessly connecting to the home's refreshed living areas. New flooring, fresh walls, and refined finishes flow throughout, creating a cohesive and elevated aesthetic. A versatile additional room provides exceptional flexibility and can easily serve as a guest bedroom, home office, playroom, or private retreat depending on your needs. The private backyard offers exceptional outdoor potential, highlighted by an in-ground pool area set on 1.58 scenic acres, creating the perfect setting for entertaining or relaxing. Set in the scenic town of Redding, this turnkey property combines the charm of a Connecticut setting with the convenience of a complete, high-quality renovation and entirely updated systems. Agent/Owner
Clean, turnkey and ready for immediate occupancy, this antique home is a blend of rustic charm and modern finishes. You'll love the spacious & extremely accommodating living and dining rooms that allow for memorable gatherings. A large room on the main floor with adjoining half bath could be an ideal guest room, office or primary bedroom, allowing this home the possibility to live like a 4 bedroom. Original beams throughout the home not only offer a glimpse of the past, but contrast well with the newness of the space. Brand new kitchen, main level laundry and a covered porch just waiting for your ferns or baskets of flowers to be hung. The large acreage offers privacy and a scenic location that is central to major routes and amenities. Come experience the timeless design & craftsmanship of the era by booking your showing today!
Welcome to 123a Peaceable St. West Redding, Connecticut 4 Bedrooms 3,594 Square Feet 2.62 Private Acres Tucked away at the end of a quiet cul-de-sac in highly desirable West Redding, this classic Colonial offers the rare combination of privacy, scale, and opportunity. Set on 2.62 lightly wooded acres with stone walls. Built in 1988 and offering 3,594 square feet above grade, the home unfolds with generous proportions and a traditional, yet flowing layout. The heart of the home includes an expansive kitchen and breakfast nook, a gracious dining area, formal living spaces, and a large family room anchored by one of three fireplaces. Upstairs, four bedrooms, including a spacious primary suite with walk-in closet and bath, provide flexibility for today's lifestyle. A full basement offers substantial storage or future finishing potential, while a three-car attached garage enhances convenience. Natural light fills the home, and the scale of the rooms speaks to quality construction and thoughtful design. At the same time, this property presents an exciting opportunity for its next chapter. Kitchens and baths may be reimagined to reflect modern tastes, and cosmetic updates will unlock tremendous value. The setting and square footage provide a strong foundation for transformation. This is an opportunity to create a personalized retreat in one of Fairfield County's most desirable towns. With space, location, and long-term upside.
Sweeping meadow views, privacy & sunsets from an elevated setting 7 Long Meadow Lane is a distinctive property defined by its scale, setting, and versatile layout, offering generous proportions and an architectural presence that supports a wide range of lifestyles. Sited on an elevated, scenic 4.39 acres with exceptional privacy and open meadow outlooks, the home enjoys a peaceful setting surrounded by natural beauty and expansive skies. The interior features light-filled spaces with wide hallways, oversized rooms, and a layout that emphasizes flow and functionality. Multiple living and gathering areas provide flexibility for entertaining, everyday living, and extended stays with family and guests. Large windows throughout capture abundant natural light and tranquil views, with sweeping sunrises and sunsets unfolding across the landscape and changing with the seasons. The home's scale and configuration allow the spaces to adapt naturally over time. Outdoor living is a standout feature, highlighted by an in-ground pool with an expanded patio surround, thoughtfully positioned to maximize privacy and open views. The generous patio provides ample space for dining, lounging, and entertaining, creating a true extension of the home and a resort-like setting for relaxed summer living. Located within reach of NYC yet feeling distinctly removed, the property offers an appealing sense of retreat-ideal as a weekend escape, multi-generational residence, or long-term family compound.
Tucked away like a storybook retreat, 71 Picketts Ridge is a charming and cozy ranch-style home that lives like a private condo alternative, set on two secluded acres and reached by a long, winding driveway that opens to the peaceful serenity of the woods. Surrounded by nature and complete privacy, this special property offers the perfect blend of tranquility and convenience. Recently remastered and truly move-in ready, the home features a new roof and gutters, brand-new kitchen, updated full bath, fresh modern color palette, and new flooring throughout. These thoughtful updates enhance the warm, inviting layout while preserving the home's intimate, comfortable feel. Located in a town known for its top-rated school system, this home is ideal as either a full-time residence or a weekend retreat. Enjoy quick access to the Redding train station just minutes away, along with miles of nearby hiking trails and protected open space for outdoor enthusiasts. Whether you're seeking a peaceful primary home or a serene second-home escape, 71 Picketts Ridge offers privacy, charm, and modern updates in a truly storybook setting.
Welcome to this expansive and beautifully updated six-bedroom Colonial, offering three full and two half baths and thoughtfully positioned on a sprawling 2.42-acre lot that provides both privacy and presence. A grand wraparound driveway creates a striking approach to the home, offering ample parking in addition to a two-car attached garage ideal for guests, entertaining, and everyday convenience. Upon entering, you are greeted by a gracious foyer showcasing refinished hardwood flooring that flows seamlessly throughout much of the main level. The foyer opens to an elegant living room, anchored by a classic fireplace that adds warmth and timeless character. The home's open-concept layout is designed to balance refined traditional elements with modern living, creating an inviting atmosphere for both intimate gatherings and large-scale entertaining. The heart of the home is the stunning open-concept kitchen, meticulously designed for both form and function. The kitchen features sleek quartz countertops, stainless steel appliances, updated cabinetry, and new finishes throughout. The spacious eat-in kitchen offers plenty of room for casual dining and flows effortlessly onto a large back deck, where you can enjoy peaceful views overlooking the expansive backyard perfect for outdoor dining, relaxation, or entertaining.
***Exceptional Value in Redding CT*** A refined Connecticut country residence for full-time living or weekend enjoyment. Set on nearly three meticulously landscaped acres on a private cul-de-sac drive with only 4 residences, you will enjoy living in one of Redding's most desirable residential enclaves. 2 Longwood Drive offers a safe, secure, and sophisticated country lifestyle that resonates naturally with buyers seeking space, privacy, and enduring quality. Commuters into NYC enjoy a reasonable 1.5 hour drive or can take the Redding train directly to Grand Central if preferred. Thoughtfully designed and meticulously maintained by its original owner, this custom-built colonial blends classic New England architecture with modern luxury, creating a residence equally suited for full-time living or refined weekend use. Spanning 6,259 square feet, the home features beautifully proportioned interiors with spacious 9-14 foot ceilings, hardwood floors throughout, and an open yet elegant flow ideal for both everyday living and entertaining. A 47' stone-covered front porch, perfect for watching the amazing sunsets, and a central foyer introduce the main level, where light-filled spaces unfold seamlessly from room to room. The sunlit chef's kitchen serves as the centerpiece of the home, appointed with premium Sub-Zero/Wolf/Thermador appliances, custom cabinetry, a generous center island, and a butler's pantry, each designed for effortless hosting and daily comfort.
Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting.For the sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with nature. The residence-a nod to Antebellum architecture-presents grand columns, symmetrical facades, a 97-foot wraparound veranda, and ornate interior design. Every detail has been thoughtfully curated for comfort and quality.Your journey begins with the breathtaking grand foyer flanked by dual staircases and crowned by a soaring domed ceiling artfully decorated with colorful rosettes. Exemplary features include seven fireplaces, an elegant banquet-worthy formal dining room, a chef's kitchen with top-grade appliances, a spacious fireplaced breakfast room, a dazzling sun-filled family room, and two home offices.The exquisite primary suite is a luxurious haven featuring its own artfully adorned domed ceiling, sitting room, and wall-of-glass French doors open to a private balcony with views of the in-ground pool and woodlands. The sumptuous marble bath is a spa-like sanctuary. An invaluable addition to this amazing property is the finished studio over the six-car drive-through garage providing flexible living space. All this and so much more awaits in this extraordinary estate!
Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and immaculate landscaping. Numerous patios and outdoor spaces for year-round enjoyment. Dive into the oversized infinity pool with spa and pool pavilion with entertaining bar, full bath and living area. Don't forget your racket, with a private tennis court with California Corners for all levels of play. Private luxury apartment over the heated 3-car garage. This is also a great option for an office or studio. Enjoy all the best of parks, recreation, shopping and dining nearby, also accessible to NYC via Metro North and 56 miles to midtown.
Redding is located in Connecticut. Redding, Connecticut 06896has a population of 8,831. Redding 06896 is more family-centric than the surrounding county with 34.87% of the households containing married families with children. The county average for households married with children is 34.39%.
The median household income in Redding, Connecticut 06896 is $140,475. The median household income for the surrounding county is $101,194 compared to the national median of $69,021. The median age of people living in Redding 06896 is 48.3 years.
The average high temperature in July is 84.1 degrees, with an average low temperature in January of 18.7 degrees. The average rainfall is approximately 51.4 inches per year, with 35.9 inches of snow per year.
